Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | N-Methylpyridine-4-methylamine | HCID 81436 | — |
| Reactant | 4,6-Dichloro-5-fluoro-2-methylpyrimidine | HCID 13731033 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 66936110 | HCID 66936110 | 49% |
Reaction Steps
4,6-Dichloro-5-fluoro-2-methylpyrimidine (0.18 g, 0.99 mmol) was dissolved in DMSO (1 mL). To this solution was added triethylamine (0.15 mL, 1.08 mmol), followed by commercially available N-methyl-1-(4-pyridinyl)methanamine (0.122 g, 1.0 mmol). The reaction was left to stir for 3 hours. Then hydrazine monohydrate was added, and the resulting reaction mixture was stirred overnight at room temperature. The reaction mixture was heated to 60° C. for 90 minutes. After cooling, the reaction mixture was purified by RP-HPLC to provide 5-fluoro-6-hydrazino-N,2-dimethyl-N-(4-pyridinylmethyl)-4-pyrimidinamine (0.130 g, 49%). LCMS: (M+H)+=263.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07893056B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-1ec747a1c87a483f9d22a2f0ddf42ce4 |
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| Source note | uspto-grants-2011_02 |
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